New iridoid glycoside from Gratiola officinalis

A new iridoid glycoside, 1 beta,6 beta-di-O-trans-cinnamoyl-9-O-beta-D-glucopyranosyl-3-iridene-5 beta-ol (1), along with four known compounds loliolide (2), beta-sitosterol-3-O-beta-D-glucopyranoside (3), betulinic acid (4), and beta-amyrin (5), was isolated from the aerial parts of Gratiola officinalis L. The structure of the new compound was deduced on the basis of 1D H-1 and C-13 NMR and 2D HMQC, HMBC, and COSY experiments, and mass spectrometric techniques (EI-MS and HR-EI-MS). The relative configuration of 1 was assigned by comparative analysis of the NMR spectral data with known analogs, together with NOESY experiments.